Literature DB >> 21770363

Enantioselective synthesis of polycyclic coumarin derivatives catalyzed by an in situ formed primary amine-imine catalyst.

Xi Zhu1, Aijun Lin, Yan Shi, Jingyu Guo, Chengjian Zhu, Yixiang Cheng.   

Abstract

A facile in situ formed primary amine-imine organocatalyst was developed in the asymmetric Michael addition of substituted 4-hydroxycoumarins to cyclic enones. A series of optically active polycyclic coumarin derivatives were obtained in high yields with excellent enantioselectivities up to 97% ee.
© 2011 American Chemical Society

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Year:  2011        PMID: 21770363     DOI: 10.1021/ol201715h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Organocatalyzed enantioselective aldol reaction of 1H-pyrrole-2,3-diones.

Authors:  Mayur Bhanushali; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2011-11-19       Impact factor: 2.415

2.  Combining silver catalysis and organocatalysis: a sequential Michael addition/hydroalkoxylation one-pot approach to annulated coumarins.

Authors:  Daniel Hack; Pankaj Chauhan; Kristina Deckers; Gary N Hermann; Lucas Mertens; Gerhard Raabe; Dieter Enders
Journal:  Org Lett       Date:  2014-09-24       Impact factor: 6.005

3.  Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts.

Authors:  Qingqing Wang; Wei Wang; Ling Ye; Xuejun Yang; Xinying Li; Zhigang Zhao; Xuefeng Li
Journal:  Molecules       Date:  2017-06-30       Impact factor: 4.411

4.  Metal-mediated aminocatalysis provides mild conditions: Enantioselective Michael addition mediated by primary amino catalysts and alkali-metal ions.

Authors:  Matthias Leven; Jörg M Neudörfl; Bernd Goldfuss
Journal:  Beilstein J Org Chem       Date:  2013-01-23       Impact factor: 2.883

5.  Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition.

Authors:  Yongguang Wang; Ruiyang Bao; Shengdian Huang; Yefeng Tang
Journal:  Beilstein J Org Chem       Date:  2013-08-06       Impact factor: 2.883

6.  Total synthesis and stereochemical assignment of (±)-sorbiterrin A.

Authors:  Chao Qi; Tian Qin; Daisuke Suzuki; John A Porco
Journal:  J Am Chem Soc       Date:  2014-02-24       Impact factor: 15.419

Review 7.  Asymmetric organocatalysis at the service of medicinal chemistry.

Authors:  Alfredo Ricci
Journal:  ISRN Org Chem       Date:  2014-03-11
  7 in total

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